Upcoming Festivals Events

Silver Spurs Rodeo at Silver Spurs Arena at Osceola Heritage Park

 Silver Spurs Arena at Osceola Heritage Park 19 Feb 2026
RODEO

Beyond & Free Spirit Experience

 2145 e irlo Bronson Memorial hwy, Kissimmee, FL, United States, Florida 34744 8 Apr 2026
PARTIES

Silver Spurs Rodeo

 Silver Spurs Arena 18 Feb 2026
RODEO

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Upcoming Food & Drinks Events

National Margarita Day 2026 at Margaritaville Resort Orlando! Feb 22nd

 Margaritaville Resort Orlando 22 Feb 2026
KIDS FREE

Kissimmee Kowtown Festival

 Kissimmee Lakefront Park 21 Mar 2026
FESTIVALS

The Happiest Market: Heart of the Sea Market

 Island H2O Water Park 22 Feb 2026
ART USD 0 TO 36

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Upcoming Live Music Events

53rd Annual "Early Irons" Easter Car Show - Sunset Walk Saturday April 4th

 Promenade at Sunset Walk 4 Apr 2026
CAR-SHOWS FREE

St. Patrick's Day Street Party & Celebration at the Promenade - Sunset Walk

 Promenade at Sunset Walk 17 Mar 2026
SAINT-PATRICKS-DAY FREE

Los inquietos del vallenato in Kissimmee

 26 Feb 2026
CONCERTS

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Upcoming Black History Month Events

Networking in Celebration of Black History with BECC

 3 Sisters Speakeasy 25 Feb 2026
BLACK-HISTORY-MONTH USD 0 TO 45

BLACK HISTORY CELEBRATION

 Kissimmee City Chambers Park Community Center 21 Feb 2026
BLACK-HISTORY-MONTH FREE

RHYTHMS OF RESILIENCY: BLACK HISTORY NIGHT

 2001 Denn John Lane, Kissimmee, FL 25 Feb 2026
BLACK-HISTORY-MONTH

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Upcoming Comedy Events

THE BINGO EXPERIENCE: Kissimmee, FL Edition

 Sun On the Beach 4 Apr 2026
BINGO USD 31 TO 36

CFFC Freethought Café - Kissimmee

 Panera Bread (1483 E Osceola Parkway, Kissimmee, FL) 8 Mar 2026
MEETUPS

Powerful Voices Open Mic Show - Live Music, Comedy, Poetry+ More!

 Kissimmee 2 Oct 2025
ART FREE

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Upcoming Music Festivals Events

SIP & SOCA

 FAMA GASTROBAR 21 Feb 2026
USD 25

Bavarian Beats & Brews Jam Where Music Meets the Magic of the Biergarten

 2198 4 Winds Blvd 12 Apr 2026
MUSIC USD 8 TO 893

FrühlingsFit Fest: European Health & Wellness Celebration

 2198 4 Winds Blvd 8 Mar 2026
HEALTH-WELLNESS USD 13 TO 893

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Upcoming Speed Dating Events

Pop the Balloon Speed Dating.

 Kissimmee 31 Dec 2025
SPEED-DATING FREE

Singles Party

 Kissimmee 2 Dec 2025
PARTIES FREE

Speed Dating Event Tricks: Guide for Kissimmee Singles

 Kissimmee 4 Jun 2025
WORKSHOPS USD 23 TO 35

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Trending Events in Kissimmee

Hippity Hoppity Easter Egg Hunt

 1881 Jack Calhoun Dr, Kissimmee, FL, United States, Florida 34741 21 Mar 2026
EASTER-EGG-HUNT

Adult Easter Egg Hunt

 3050 Formosa Gardens Blvd 4 Apr 2026
EASTER USD 35

Mardi Gras Karneval: Fasching at Krush Brau Park

 2198 4 Winds Blvd 22 Feb 2026
MARDI-GRAS USD 13 TO 893

Osceola Magic - St. Patrick's Day + Stein Giveaway!

 1875 Silver Spur Lane, Kissimmee, FL, United States, Florida 34744 17 Mar 2026
SAINT-PATRICKS-DAY

March for Meals St. Patrick's Day 5K Run

 Kissimmee Lakefront Park 14 Mar 2026
SAINT-PATRICKS-DAY

Hot Wheels Monster Trucks Live Glow-N-Fire at Silver Spurs Arena at Osceola Heritage Park

 Silver Spurs Arena at Osceola Heritage Park 2 May 2026
MONSTER-TRUCK-SHOWS

Silver Spurs Rodeo

 Osceola Heritage Park/Silver Spurs Arena 22 Feb 2026
RODEO

Hot Wheels Monster Trucks Live Glow-N-Fire

 Silver Spurs Arena at Osceola Heritage Park 2 May 2026
MONSTER-TRUCK-SHOWS

156th Silver Spurs Rodeo

 1875 Silver Spur Ln, Kissimmee, FL 34744-6105, United States 19 Feb 2026
RODEO

Silver Spurs Rodeo

 Osceola Heritage Park/Silver Spurs Arena 21 Feb 2026
RODEO

Sunshine Nationals - Cheer & Dannce Championship

1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States 21 Mar 2026
SPORTS

2026 Florida High School Wrestling State Championships - Session 2 & 3

 Silver Spurs Arena At OHP 6 Mar 2026
SPORTS

EXPO BRAZIL 2026

 1901 Chief Osceola Trail 18 Apr 2026
BUSINESS FREE

2026 Florida High School Wrestling State Championships-All 5 Sessions

 Silver Spurs Arena At OHP 5 Mar 2026
SPORTS

2026 Florida High School Wrestling State Championships - Session 4 & 5

 Silver Spurs Arena At OHP 7 Mar 2026
SPORTS

More things to do in Kissimmee

Festivals
Food & Drinks
Live Music
Black History Month
Comedy
Music Festivals
St. Patrick's Day
Mardi Gras
Speed Dating
Easter Egg Hunt
Carnivals
Easter Sunday
Easter Monday
Pop-Ups